N-(4-methyl-2-nitrophenyl) benzamide

Base Information

• Chemical Name: N-(4-methyl-2-nitrophenyl) benzamide
• CAS No.: 26242-93-3
• Molecular Formula: C₁₄H₁₂N₂O₃
• Molecular Weight: 256.261
• Mol file: 26242-93-3.mol

Synonyms:N-(4-methyl-2-nitrophenyl) benzamide

Chemical Property of N-(4-methyl-2-nitrophenyl) benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-methyl-2-nitrophenyl) benzamide

There total 7 articles about N-(4-methyl-2-nitrophenyl) benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

N-(4-methylphenyl)benzamide (582-78-5) → N-(4-methyl-2-nitrophenyl) benzamide (26242-93-3)

Guidance literature:

With dipotassium peroxodisulfate; copper(II) nitrate trihydrate; In acetonitrile; at 82 ℃; for 8h; regioselective reaction;

DOI:10.1016/j.tetlet.2020.152223

Reference yield: 75.0%

benzoyl chloride (98-88-4) + 4-methyl-2-nitroaniline (89-62-3) → N-(4-methyl-2-nitrophenyl) benzamide (26242-93-3)

Guidance literature:

With pyridine; at 25 ℃; for 15h;

DOI:10.1021/tx0000724

Reference yield:

benzoyl chloride (98-88-4) → N-(4-methyl-2-nitrophenyl) benzamide (26242-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 6 h / 65 °C

2: copper(l) iodide; trimethylsilylazide; tert.-butylhydroperoxide / decane; 1,2-dichloro-ethane / 18 h / 83 °C

With tert.-butylhydroperoxide; copper(l) iodide; trimethylsilylazide; triethylamine; In tetrahydrofuran; decane; 1,2-dichloro-ethane;

DOI:10.1021/acs.orglett.7b01489

upstream raw materials:

N-(4-methylphenyl)benzamide

benzoyl chloride

4-methyl-2-nitroaniline

p-toluidine

Downstream raw materials:

4-methyl-2-nitroaniline

3-(5-methyl-1H-benzimidazol-2-yl)aniline

5-methyl-2-phenyl-1H-1,3-benzimidazole

N,N'-(4-methyl-o-phenylene)-bis-benzamide

Refernces

• 1、 Xie, De-Xun,Yu, Hui-Juan,Liu, Hui,Xue, Wei-Cai,Qin, Yuan-Shou,Shao, Guang. "Sodium persulfate-promoted site-selective synthesis of mononitroarylamines under transition-metal-free conditions". . p. 1157 - 1165. Retrieved 2019/01/24.
• 2、 Vinayak, Botla,Chandrasekharam, Malapaka. "Copper-Catalyzed Direct Nitration on Aryl C-H Bonds by Concomitant Azidation-Oxidation with TMS Azide and TBHP under Aerobic Conditions". supporting information. p. 3528 - 3531. Retrieved 2017/07/17.